Issue 5, 2017

Single molecules of terrylene in di-substituted naphthalenes crystallizing in the herringbone pattern

Abstract

2,3-Dichloronaphthalene (2,3-DCN) and 2,3-dibromonaphthalene (2,3-DBN) were synthesized, purified and used to grow single crystals in the form of thin plates. X-ray crystallographic studies, performed for the first time, showed that molecules in both isostructural crystals are arranged in the herringbone pattern. These crystals, lightly doped with terrylene (Tr), appeared to be very good systems for optical single-molecule studies. Fluorescence excitation spectra of single Tr molecules at 5 K in excess of the dominating purely electronic (0, 0) and intense vibronic line of ∼250 cm−1 frequency had a new, “184 cm−1” line, absent in the spectrum of isolated (D2h) Tr. Quantum-chemistry calculations indicated that this new line was the fingerprint of the deformation of the Tr molecule in the crystal structure, which lowered its symmetry to C2h.

Graphical abstract: Single molecules of terrylene in di-substituted naphthalenes crystallizing in the herringbone pattern

Supplementary files

Article information

Article type
Paper
Submitted
22 Nov 2016
Accepted
13 Dec 2016
First published
16 Jan 2017
This article is Open Access
Creative Commons BY license

RSC Adv., 2017,7, 2780-2788

Single molecules of terrylene in di-substituted naphthalenes crystallizing in the herringbone pattern

M. Białkowska, W. Chaładaj, I. Deperasińska, A. Drzewiecka-Antonik, A. E. Koziol, A. Makarewicz and B. Kozankiewicz, RSC Adv., 2017, 7, 2780 DOI: 10.1039/C6RA27167G

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